Enantioselective difunctionalization of alkenes by a palladium-catalyzed Heck/borylation sequence
Yuanqi Wu, Lizuo Wu, Zhan‐Ming Zhang, Bing Xu, Yu Liu, Junliang Zhang
Abstract
A palladium catalyzed enantioselective Heck/borylation reaction of alkene-tethered aryl iodides was realized, delivering a variety of 2,3-dihydrobenzofuranyl boronic esters in high yield with excellent enantioselectivity. Asymmetric synthesis of chromane boronic ester, indane boronic ester and indoline boronic ester was also accomplished. The protocol offers an efficient access to the corresponding chiral benzocyclic boronic esters, which are notably important chemical motifs in synthetic transformations.
Topics & Concepts
BorylationEnantioselective synthesisPalladiumChemistryCatalysisHeck reactionCombinatorial chemistrySequence (biology)Organic chemistryArylBiochemistryAlkylOrganoboron and organosilicon chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods